Anisomycin

Anisomycin^[1]

Names
Preferred IUPAC name (2R,3S,4S)-4-Hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl acetate
Other names Flagecidin
Identifiers
CAS Number	22862-76-6 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:338412 N
ChEMBL	ChEMBL423192 N
ChemSpider	29260 Y
ECHA InfoCard	100.041.139
PubChem CID	31549
UNII	6C74YM2NGI Y
CompTox Dashboard (EPA)	DTXSID5040966
InChI InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m0/s1 Y Key: YKJYKKNCCRKFSL-BFHYXJOUSA-N Y InChI=1/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m0/s1 Key: YKJYKKNCCRKFSL-BFHYXJOUBQ
SMILES O=C(O[C@@H]1[C@@H](NC[C@H]1O)Cc2ccc(OC)cc2)C
Properties
Chemical formula	C14H19NO4
Molar mass	265.309 g·mol−1
Melting point	139 to 143 °C (282 to 289 °F; 412 to 416 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis.^[2] Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.